Elected Official
Kate Spade Polka Dot Dress ($375)
Hill Staffer
Tracy Reese Crimson Dress ($161)
*I know this dress is red and the others are blue. But this dress was much cuter than the available blue dresses in this price range.
Unpaid Intern
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The middle dress is cute, but how would you pull it off with out looking like a sweet baby doll? I can picture wearing it when I was in my 20s and looking like I forgot I wasn't in elementary school anymore. If I wore it now at 37, I'd probably just look like I lost my mind. I'll concede it's probably to youthful for me now anyway, but even if I didn't think that, I'd be concerned about undermining my credibility at work.
I can see options 1 and 3 with a jacket or cardigan.
Or, maybe you meant it for the weekends anyway, and your tag line convention is skewing my perceptions?
I'm betting the best way is to really play up the accessories, shoes that aren't too sweet, maybe change the belt so it's not so matchy matchy. What I'm having a hard time with the second dress is that the model looks like a spoiled teenager who was forced by her mother to wear that dress, and it's a shame because I want to like the dress.